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Chapter 28: Question 28.35 (page 1141)

Draw the structures of the nucleosides formed from each of the following components: (a) ribose + uracil; (b) 2-deoxyribose + guanine.

Short Answer

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Answer

(a.)Ribose+uracil

2-deoxyribose+guanine(b.)

Step by step solution

01

Ribose and deoxyribose

Ribonucleotides are the building blocks of the polymer ribonucleic acid, or RNA, the messenger molecules that convert genetic information into proteins.

Deoxyribonucleotides are the building blocks of the polymer deoxyribonucleic acid, or DNA, the molecules responsible for storing all genetic information.

02

N-glycosides

Each nucleoside has sugar and a base, joined together by a β-N-glycosidic linkage.

The structure of uracil is:

Structure of uracil

The structure of guanine is:

Structure of guanine

03

Given Nucleosides structure

Ribose is a pyranose ring. Uracil is a nucleobase that helps with cell functioning.

The structures of the required N-glycosides are as shown:

Nucleoside formed from ribose+uracil

Nucleoside formed from 2-deoxyribose+guanine

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Most popular questions from this chapter

Convert each ball-and-stick model to a Fischer projection.

(a.)

(b.)

Draw a stepwise mechanism for the following hydrolysis.

Drawthe structure of:

(a) a polysaccharide formed by joining d-mannose units in 1→4-β-glycosidic linkages;

(b) a polysaccharide formed by joining d-glucose units in 1→6-α-glycosidic linkages.

The polysaccharide in (b) is dextran, a component of dental plaque.

Deduce the structure of the disaccharide maltose from the following data.

[1]Hydrolysis yields D-glucose exclusively.

[2] Isomaltose is cleaved with -αglycosidase enzymes.

[3] Isomaltose is a reducing sugar.

[4]Methylation with excess CH3I,Ag2Oand then hydrolysis withH3O+ forms two products:

(Both anomers are present.)

As we have seen in Chapter 28, monosaccharides can be drawn in a variety of ways, and in truth, often a mixture of cyclic compounds is present in a solution. Identify each monosaccharide, including its proper D, L designation, draw in a less-than-typical fashion.

(a.)

(b.)

(c.)

(d.)
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